Questions tagged [organic-chemistry]

Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

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Why are fluorides more reactive in nucleophilic aromatic substitutions than bromides?

In nucleophilic aromatic substitution reactions, why do fluorides react faster than bromides? Ordinarily bromide is a better leaving group than fluoride, e.g. in $\mathrm{S_N2}$ reactions, so why isn'...
Preeteshwar's user avatar
9 votes
1 answer
3k views

How does toluene react at higher temperatures and why?

Reaction of toluene at high temperatures gives us (o-m)toluene; whereas at normal conditions of electrophilic attack, it gives us (o-p) directing. Why does this happen at high temp although as methyl ...
Preeteshwar's user avatar
3 votes
2 answers
1k views

Bond of interest

What does it mean for our bond of interest if we have low bond length and high frequency? Trying to make this connection but am not understanding. If anyone could explain it intuitively, that would be ...
user67527's user avatar
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-12 votes
1 answer
3k views

(Organic Chemistry) Common Atoms in Organic Molecules [closed]

What are 6 atoms commonly found in organic molecules?
Novo's user avatar
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3 votes
1 answer
2k views

At what temperature will proteins and fats boil in a vacuum?

A question was asked on another stackexchange site: This is not nice perspective, but eventually it will happen. An astronaut falls out of spaceship because of damage caused by collision with other ...
user avatar
-3 votes
1 answer
419 views

Can anyone tell me the mechanism behind this reaction? [closed]

$\ce{1-octene -> octan-1-ol}$ The reaction occurs in the presence of $\ce{ROOR}$ and $\ce{HBr}$. There is no information about temperature.
Chemist's user avatar
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-5 votes
2 answers
1k views

Which compound reacts most slowly? [closed]

I'm trying to figure out why the answer is C. Can anyone explain to me why that is the answer?
TheNameHobbs's user avatar
9 votes
1 answer
899 views

Is it safe to condense water into a liquid nitrogen trap?

I'm trying to remove water from an imidazolium salt (i.e. dry the salt). However I want to know if it is safe to remove the water under vacuum. Is it safe to condense water into a liquid nitrogen ...
Amadi's user avatar
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5 votes
3 answers
989 views

Can a polymer have different resonance structures?

Several organic compounds have resonance structures, but can a polymer have resonance structures?
Abdelrahman Esmat's user avatar
3 votes
1 answer
984 views

Racemization of biphenyl compounds

How does the effect of heat and effect of substituents affect racemization of biphenyl compounds?
user avatar
8 votes
1 answer
4k views

Reaction mechanism of imine reduction to amine using an aluminium amalgam

I can not find any good resources on the Internet except for some shady drug syntheses. I was hoping that someone could provide me with some more educational information. I'm interested in imine-...
Jori's user avatar
  • 6,083
2 votes
2 answers
314 views

Photosynthesis, science fair [closed]

So I was thinking about something to do for a science fair and photosynthesis sounded like a good idea. I was wondering what the exact process of photosynthesis was on a chemical level. I know the ...
joshy.poo's user avatar
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-11 votes
1 answer
35k views

What is the Molecular Formula for CH3-C≡C-CH2-CH3 [closed]

I am taking an Organic Chemistry class in my college and I was wondering what the Molecular Formula for CH3-C≡C-CH2-CH3 was. It would also be nice to have the class of compound.
Ryan Armstrong's user avatar
3 votes
0 answers
2k views

Entropy and racemization?

The process of racemization of an optically compound is entropy driven and hence nature prefers a racemic mixture to an optically active one, which is consistent with the idea of the intuitive ...
stochastic13's user avatar
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2 votes
1 answer
11k views

Why is methoxide a strong base?

Why is methoxide strong base? In case of halogens, I get why one is weak base, and one is strong base, but in the case of ones with oxygen, this seems to be hard to figure out.
Organ's user avatar
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2 votes
2 answers
1k views

How many elements in food?

A slightly deranged curiosity: if we had a 3D printer able to “print” anything starting from “cartridges” of pure chemical elements, how many of the 118+ possible cartridges (or of the 98ish for non-...
DaG's user avatar
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-1 votes
2 answers
12k views

Energy required to break single bond vs double bond vs triple bond of a carbon atom in an organic molecule

Assuming every other conditions are the same, what would be the comparison of energy required to break single bond, double bond and triple bond of a carbon atom in an organic molecule?
Organ's user avatar
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7 votes
2 answers
26k views

Why is ethanol written as C2H5OH not C2H6O?

This is balanced equation of fermentation of glucose: $$\ce{C6H12O6(aq) -> 2C2H5OH(aq) + 2CO2(g)}$$ I know that the result of glucose fermentation is ethanol ($\ce{C2H6O}$). What represented in ...
bman's user avatar
  • 295
2 votes
2 answers
3k views

Why does a silane group react with hydroxyl groups?

I read somewhere that a silane group will react with hydroxyl groups. Does anyone know why this would happen?
joey3232's user avatar
4 votes
0 answers
304 views

What is the average chain length of a glutaraldehyde crosslink between primary amines?

Imagine I'm performing a primary amine to primary amine (i.e. PA to PA) crosslinking reaction at $37~^{\circ}\mathrm{C}$ in phosphate-buffered saline (pH $\approx 7.4$) with glutaraldehyde drawn from ...
InsufficientlyModular's user avatar
6 votes
2 answers
4k views

Geometrical isomerism in cycloalkenes

Why doesn't cyclohexene have a cis-trans isomer whereas cyclodecene has one? Is strain a factor?
user avatar
4 votes
2 answers
1k views

How to chemically postpone a chemical reaction

This question is about delaying/postponing chemical reactions in general, but I will explain my point based on an example. Most of you will know the famous vinegar and baking soda experiment which ...
Michiel's user avatar
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31 votes
1 answer
21k views

Why does the unstabilised Wittig reaction selectively form cis alkenes?

This question is meant for a simple unstabilised ylide. The mechanism of the Wittig reaction, as given on ChemTube3d, involves a concerted formation of the oxaphosphetane (this is generally favoured ...
typesanitizer's user avatar
7 votes
3 answers
13k views

Esterification of a carboxylic acid and the production of water

In an esterification reaction between a carboxylic acid and an alcohol, a carboxylate ester and water is produced. I found the following diagram online, and my textbook has a similar one as well ...
Alan's user avatar
  • 81
8 votes
2 answers
2k views

A few questions about the conditions of the Diels Alder Reactions

I'm attempting to extract the diels alder reaction into a generic reaction and am trying to gain a better understanding of it. Can a conjugated diene react with another conjugated diene via the diels ...
Shawn's user avatar
  • 83
0 votes
2 answers
305 views

Crystallization from a solution

I was wondering if there is any other way to crystallize materials from a solution other than using supersaturation? Thanks,
Error404's user avatar
  • 273
0 votes
1 answer
15k views

Why is methyl group more electron-donating than tert-butyl group?

As title says, why is methyl group more electron-donating than tert-butyl group? The context behind this is stabilization of conjugate base. (http://www.khanacademy.org/science/organic-chemistry/...
Xhu Thef's user avatar
12 votes
3 answers
42k views

Why do molecules having a higher relative molecular mass have stronger inter-molecular forces?

Why do molecules like alkanes with higher relative molecular mass ($M_\mathrm r$) have stronger intermolecular forces? For example, methane ($\ce{CH4}$) has a weaker intermolecular force than pentane (...
Chemistry's user avatar
  • 311
2 votes
1 answer
6k views

Assay over 100% (L-Cysteine Hydrochloride Monohydrate)

In reading a COA (Certificate of Analysis), I came across an Assay line: The Assay is 100.5% where "Lower Limit" is 98.5 and "Upper Limit" is 101.0 This product ...
jcalfee314's user avatar
2 votes
1 answer
338 views

Air recycling system(CO₂-->O₂) or (CO₂-->fuel)?

I'm not a chemist but I'm working on an eco-friendly project that is supposed to recycle $\ce{CO2}$ from the air and convert it to $\ce{O2}$ or at least a usable fuel source ,the system can use the ...
mahos's user avatar
  • 23
2 votes
2 answers
1k views

What tools are used to predict the products of a chemical reaction? [duplicate]

I was wondering if there is a decent and non-complex way to predict the outcome of mixing two chemicals together. I know that molecular dynamics is used in computational chemistry to understand ...
chase's user avatar
  • 281
9 votes
2 answers
7k views

What's the physicochemical difference between a chromophore and a fluorophore?

Let's take Hematoxylin, which is a pH indicator and a stain for histology, and therefore a chromophore, but does not fluoresce: Now let's take Eosin, which stains tissue pinkish, but is also ...
Eekhoorn's user avatar
  • 191
0 votes
1 answer
1k views

Nomenclature of alkenoic acids - which group has priority: the alkene or the acid?

Right, how do you systematically name them? Also, do you number them from the double bond end or the Carboxyl end? Ie would it be something like. 2-methyl Hept-3-enoic acid? Scuse the bad question ...
user1723's user avatar
2 votes
2 answers
493 views

What is a chemical element?

I would like to know what is the difference between a chemical element and a type of atom? Can anyone give the definition, please!
Lucas's user avatar
  • 41
1 vote
2 answers
183 views

Egg-Detection in Pastries: An Analysis in Heat-Alterated Molecule Identification

I would like to know if anybody here knows of a method to detect the presence of ovalbumin--or any unique, egg-related molecule, in a baked good. Here I am anticipating that the "unique egg-related ...
Trancot's user avatar
  • 85
3 votes
1 answer
1k views

Regioselectivity in Kharasch addition of bromotrichloromethane

When hex-1-ene is treated with bromotrichloromethane in the presence of a peroxide initiator (e.g. dibenzoyl peroxide), what is the regioselectivity of the addition? I know that the radical addition ...
user avatar
16 votes
2 answers
10k views

What happens when you mix alum with soap?

I was handling alum one day and accidentally I touched toilet soap after that. They reacted with each other and formed a rubberlike sticky substance (like dried glue on palm). I am curious what was ...
Gaurav Adurkar's user avatar
6 votes
1 answer
179 views

acyclically stereocontrolled reaction: organolithium and 2-chiral compound

Aoyagi et al. (J. Am. Chem. Soc., Vol. 115, No. 24, p 11393) reported that the addition of 2-lithio-1,3-dithiane to the alpha-chiral (S)-2-Acetylpiperidine gives the (2 S,3 S)-configured product. It ...
user1685's user avatar
0 votes
1 answer
944 views

Calculating bond disassociation energy and bond energy for ATP [closed]

I'd like to calculate Bond Dissociation Energy and Bond Energy for ATP to a similar molecule. What free (at least for academic use) computer programs which natively support and document BDE? If you ...
user avatar
0 votes
1 answer
2k views

Where did the acac come from in Cr(acac)₃ synthesis by CrCl₃ reagent?

Those are the reactions: $$\ce{(H2N)2CO + 3 H2O -> CO2 + 2 NH4+ + 2OH-}$$ $$\ce{CH3COCH2COCH3 + OH- -> acac- + H2O}$$ $$\ce{CrCl3.6H2O -> Cr3+ + 3Cl- + 6H2O}$$ $$\ce{Cr3+ + 3acac- -> Cr(...
Jefferson's user avatar
2 votes
1 answer
204 views

PEG (polyethylene glycol) and ITO (indium tin oxide)

The binding of proteins to an ITO surface can be prevented by coating it with PEG groups (polyethylene glycol). PEG-silane is used to create the coating. can somebody help with: Why does PEG-silane ...
user1651's user avatar
6 votes
3 answers
4k views

Can salicylic acid be synthesized from salicylaldehyde?

You have a bottle of salicylaldehyde. And you want to make salicylic acid from salicylaldehyde. You can use all reagents and catalyst to make salicylic acid. I think salicylic acid can be synthesized ...
lambda23's user avatar
  • 2,522
6 votes
1 answer
2k views

Markovnikov's addition to halogenated alkene?

The justification or rather intuition behind Markovnikov's rule is the stability of intermediate carbocation. The more substituted the carbocation the more stable the product. But based on this ideas ...
stochastic13's user avatar
  • 6,661
1 vote
1 answer
1k views

Why are the vinylic bonds in alkenes slightly polar?

when searching in the internet about why are alkenes more polar than alkanes (but still they are non-polar), they are always saying that the double bond is more polarizable , i understood the whole ...
Abdelrahman Esmat's user avatar
3 votes
1 answer
284 views

Degradation mechanism of hydroxymethylfurfural to 2,5-dioxo-3-hexenal and 4-oxopentanoic acid

I want to understand the degradation mechanism of hydroxymethylfurfural (HMF). According to the Wikipedia article, HMF is degraded in honey. Someone said that the degradation proceeds via 2 possible ...
lambda23's user avatar
  • 2,522
1 vote
2 answers
666 views

What are the main axis of research in Chemistry? [closed]

I would like to know what are the main problems currently studied in Chemistry. For some reason, it seems that there is far less vulgarisation in chemistry than the other fields, and it's hard to ...
L. Sanna's user avatar
  • 129
19 votes
1 answer
28k views

Reduction of carboxylic acids by LiAlH4

I've read that when a carboxylic acid reacts with $\ce{LiAlH4}$ the corresponding alcohol is formed: But when I try to think of the mechanism, I get stuck here: $\ce{LiAlH4}$ produces $\ce{H-}$. ...
Quark's user avatar
  • 401
2 votes
1 answer
651 views

What is octanamide used for?

I read a paper about enzyme-catalysed synthesis of octanamide. What is octanamide used for?
TMOTTM's user avatar
  • 785
3 votes
1 answer
336 views

Prediction of surface atoms in molecule from its graph

If we are given a molecular graph i.e. al the atoms involved and their connectivity, how can we make reasonable prediction if the atom would lie in the surface or in the inner part. On way might be ...
DurgaDatta's user avatar
6 votes
2 answers
8k views

Why Inductive effect operates only through single bonds?

I am not able to find any examples of the inductive effect operating through multiple bonds. Why can't electron displacement take place in multiple bonds?
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